One-pot synthesis of functionalized bis(trifluoromethylated)benziodoxoles from iodine() precursors
Bis(trifluoromethylated)benziodoxoles (Bx) are broadly used cyclic hypervalent iodine reagents due to their stability and unique chemical properties. However, current methods to access them require several steps and long reaction times, making their synthesis tedious. Herein, a direct one-pot synthe...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2023-10, Vol.59 (84), p.12637-1264 |
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creator | Milzarek, Tobias M Ramirez, Nieves P Liu, Xing-Yu Waser, Jerome |
description | Bis(trifluoromethylated)benziodoxoles (Bx) are broadly used cyclic hypervalent iodine reagents due to their stability and unique chemical properties. However, current methods to access them require several steps and long reaction times, making their synthesis tedious. Herein, a direct one-pot synthesis of bis(trifluoromethylated) Bx reagents from iodine(
i
) precursors is reported, enabling the synthesis of functionalized reagents.
A one-pot synthesis of bis(trifluoromethylated)benziodoxoles from iodine(
i
) precursors has been developed. This method tolerates multiple functional groups on both alkyne and aromatic backbone. |
doi_str_mv | 10.1039/d3cc04525k |
format | Article |
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i
) precursors is reported, enabling the synthesis of functionalized reagents.
A one-pot synthesis of bis(trifluoromethylated)benziodoxoles from iodine(
i
) precursors has been developed. This method tolerates multiple functional groups on both alkyne and aromatic backbone.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d3cc04525k</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Chemical properties ; Chemical synthesis ; Iodine ; Precursors ; Reagents</subject><ispartof>Chemical communications (Cambridge, England), 2023-10, Vol.59 (84), p.12637-1264</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c355t-8fbb80b1e5cbbe5e82ed6b316f519992c112860893b23613f72344eaf60bbb093</citedby><cites>FETCH-LOGICAL-c355t-8fbb80b1e5cbbe5e82ed6b316f519992c112860893b23613f72344eaf60bbb093</cites><orcidid>0000-0001-7512-9093 ; 0000-0002-4570-914X ; 0000-0002-6888-9649 ; 0000-0002-7434-4469</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Milzarek, Tobias M</creatorcontrib><creatorcontrib>Ramirez, Nieves P</creatorcontrib><creatorcontrib>Liu, Xing-Yu</creatorcontrib><creatorcontrib>Waser, Jerome</creatorcontrib><title>One-pot synthesis of functionalized bis(trifluoromethylated)benziodoxoles from iodine() precursors</title><title>Chemical communications (Cambridge, England)</title><description>Bis(trifluoromethylated)benziodoxoles (Bx) are broadly used cyclic hypervalent iodine reagents due to their stability and unique chemical properties. However, current methods to access them require several steps and long reaction times, making their synthesis tedious. Herein, a direct one-pot synthesis of bis(trifluoromethylated) Bx reagents from iodine(
i
) precursors is reported, enabling the synthesis of functionalized reagents.
A one-pot synthesis of bis(trifluoromethylated)benziodoxoles from iodine(
i
) precursors has been developed. This method tolerates multiple functional groups on both alkyne and aromatic backbone.</description><subject>Chemical properties</subject><subject>Chemical synthesis</subject><subject>Iodine</subject><subject>Precursors</subject><subject>Reagents</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpd0d1LwzAQAPAiCs7pi-9CwZdNqOajaZNHqZ842IuCb6VJLyyza2qSgttfb7eJgvdyF_Lj4O6i6Byja4youKmpUihlhH0cRCNMszRhKX8_3NZMJDlN2XF04v0SDYEZH0Vy3kLS2RD7dRsW4I2PrY5136pgbFs1ZgN1LI2fBGd001tnVxAW66YKUE8ltBtja_tlG_CxHv7i4WlamEzjzoHqnbfOn0ZHumo8nP3kcfT2cP9aPCWz-eNzcTtLFGUsJFxLyZHEwJSUwIATqDNJcaYZFkIQhTHhGeKCSkIzTHVOaJpCpTMkpUSCjqPJvm_n7GcPPpQr4xU0TdWC7X1JeE44SvOUDfTyH13a3g3j7tTghEBkUFd7pZz13oEuO2dWlVuXGJXbdZd3tCh2634Z8MUeO69-3d856De9Pn2p</recordid><startdate>20231019</startdate><enddate>20231019</enddate><creator>Milzarek, Tobias M</creator><creator>Ramirez, Nieves P</creator><creator>Liu, Xing-Yu</creator><creator>Waser, Jerome</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7512-9093</orcidid><orcidid>https://orcid.org/0000-0002-4570-914X</orcidid><orcidid>https://orcid.org/0000-0002-6888-9649</orcidid><orcidid>https://orcid.org/0000-0002-7434-4469</orcidid></search><sort><creationdate>20231019</creationdate><title>One-pot synthesis of functionalized bis(trifluoromethylated)benziodoxoles from iodine() precursors</title><author>Milzarek, Tobias M ; Ramirez, Nieves P ; Liu, Xing-Yu ; Waser, Jerome</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c355t-8fbb80b1e5cbbe5e82ed6b316f519992c112860893b23613f72344eaf60bbb093</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Chemical properties</topic><topic>Chemical synthesis</topic><topic>Iodine</topic><topic>Precursors</topic><topic>Reagents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Milzarek, Tobias M</creatorcontrib><creatorcontrib>Ramirez, Nieves P</creatorcontrib><creatorcontrib>Liu, Xing-Yu</creatorcontrib><creatorcontrib>Waser, Jerome</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Milzarek, Tobias M</au><au>Ramirez, Nieves P</au><au>Liu, Xing-Yu</au><au>Waser, Jerome</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One-pot synthesis of functionalized bis(trifluoromethylated)benziodoxoles from iodine() precursors</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2023-10-19</date><risdate>2023</risdate><volume>59</volume><issue>84</issue><spage>12637</spage><epage>1264</epage><pages>12637-1264</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Bis(trifluoromethylated)benziodoxoles (Bx) are broadly used cyclic hypervalent iodine reagents due to their stability and unique chemical properties. However, current methods to access them require several steps and long reaction times, making their synthesis tedious. Herein, a direct one-pot synthesis of bis(trifluoromethylated) Bx reagents from iodine(
i
) precursors is reported, enabling the synthesis of functionalized reagents.
A one-pot synthesis of bis(trifluoromethylated)benziodoxoles from iodine(
i
) precursors has been developed. This method tolerates multiple functional groups on both alkyne and aromatic backbone.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d3cc04525k</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-7512-9093</orcidid><orcidid>https://orcid.org/0000-0002-4570-914X</orcidid><orcidid>https://orcid.org/0000-0002-6888-9649</orcidid><orcidid>https://orcid.org/0000-0002-7434-4469</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
subjects | Chemical properties Chemical synthesis Iodine Precursors Reagents |
title | One-pot synthesis of functionalized bis(trifluoromethylated)benziodoxoles from iodine() precursors |
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